JPH0560499B2 - - Google Patents

Info

Publication number
JPH0560499B2
JPH0560499B2 JP60126405A JP12640585A JPH0560499B2 JP H0560499 B2 JPH0560499 B2 JP H0560499B2 JP 60126405 A JP60126405 A JP 60126405A JP 12640585 A JP12640585 A JP 12640585A JP H0560499 B2 JPH0560499 B2 JP H0560499B2
Authority
JP
Japan
Prior art keywords
weight
polymer composition
composition according
formula
methyl methacrylate
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
JP60126405A
Other languages
Japanese (ja)
Other versions
JPS614753A (en
Inventor
Hotsushu Ruudoihi
Shunaidaa Aruberuto
Underurihi Uinfuriito
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Roehm GmbH Darmstadt
Original Assignee
Roehm GmbH Darmstadt
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Roehm GmbH Darmstadt filed Critical Roehm GmbH Darmstadt
Publication of JPS614753A publication Critical patent/JPS614753A/en
Publication of JPH0560499B2 publication Critical patent/JPH0560499B2/ja
Granted legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
    • C08K5/0016—Plasticisers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F20/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
    • C08F20/02—Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
    • C08F20/10—Esters
    • C08F20/12—Esters of monohydric alcohols or phenols
    • C08F20/14—Methyl esters, e.g. methyl (meth)acrylate
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/34—Heterocyclic compounds having nitrogen in the ring
    • C08K5/3412—Heterocyclic compounds having nitrogen in the ring having one nitrogen atom in the ring
    • C08K5/3432—Six-membered rings
    • C08K5/3435—Piperidines
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61N—ELECTROTHERAPY; MAGNETOTHERAPY; RADIATION THERAPY; ULTRASOUND THERAPY
    • A61N5/00—Radiation therapy
    • A61N5/06—Radiation therapy using light
    • A61N5/0613—Apparatus adapted for a specific treatment
    • A61N5/0614—Tanning

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Polymerisation Methods In General (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

Description

【発明の詳細な説明】[Detailed description of the invention]

産業上の利用分野 本発明は、紫外領域において持続的な高い放射
線透過性を有する、メチルメタクリレートを主体
とする重合体組成物ならびにその製法に関する。
本発明は、さらにソーラーシステムおよび紫外線
透過性被覆材としての重合体組成物（以下プラス
チツクと記載）の工業的使用に関する。 従来の技術 ヨーロツパ特許第16870号明細書から、既に、
紫外線Ａ（300〜400nｍ）および紫外線Ｂ（260〜
320nｍ）に対し高い透過性を有する、メチルメ
タクリレートを主体とするプラスチツクは公知で
ある。高い紫外線透過性は、プラスチツクが式： 〔式中Ｒは同じか異なるアルキル基を表わし、
R′は水素原子またはアルキル基を表わし、Ａは
場合により置換された２−または３−員のアルキ
レン鎖を表わす〕で示される立体障害を有するア
ミン少量を含有する場合、放射線と長時間作用さ
せた場合でも維持される。紫外線透過性はメチル
メタクリレート主体のプラスチツクでは1000時間
の放射時間内に約80％から12％に低下するが、上
述の立体障害アミンの含有を有するプラスチツク
は、同じ照射時間後なお50％の透過性を有する。
プラスチツクの構造にメチルメタクリレートのほ
かになおメチルアクリレートのようなアクリルエ
ステル12％が関与している場合には上述の立体障
害アミンを含有するプラスチツクでは、1000時間
の照射時間内に、実際紫外線透過性の減少はもは
や確かめられない。 発明を達成するための手段 ところで、上述の立体障害アミン0.01〜１重量
％を含有するメチルメタクリレートを主体とする
プラスチツクの紫外線透過性は、プラスチツクが
ポリメチルメタクリレートと相容性で、120℃よ
り上の沸点を有する脂肪族可塑剤を含有する場
合、長時間持続する紫外線照射の場合にむしろな
お増加し、4000時間までの照射時間でも再び低下
することのないことが見出された。有利な特性
は、次表から明らかである： INDUSTRIAL APPLICATION FIELD The present invention relates to a polymer composition mainly composed of methyl methacrylate, which has sustained high radiation transparency in the ultraviolet region, and a method for producing the same.
The invention further relates to the industrial use of polymer compositions (hereinafter referred to as plastics) as solar systems and UV-transparent coatings. Prior Art From European Patent No. 16870,
Ultraviolet A (300-400nm) and Ultraviolet B (260-400nm)
Plastics based on methyl methacrylate are known which have a high transparency to 320 nm). High UV transmittance is due to the plastic's: [In the formula, R represents the same or different alkyl group,
R' represents a hydrogen atom or an alkyl group, and A represents an optionally substituted 2- or 3-membered alkylene chain. maintained even if The UV transmittance of plastics based on methyl methacrylate decreases from approximately 80% to 12% within 1000 hours of irradiation, whereas plastics containing the sterically hindered amines mentioned above still have a transmittance of 50% after the same irradiation time. has.
Plastics containing the above-mentioned sterically hindered amines do not actually become UV transparent within an irradiation time of 1000 hours, if the structure of the plastic involves, in addition to methyl methacrylate, 12% of an acrylic ester such as methyl acrylate. decrease is no longer confirmed. Means for Achieving the Invention Incidentally, the ultraviolet transmittance of the plastic mainly composed of methyl methacrylate containing 0.01 to 1% by weight of the above-mentioned sterically hindered amine is determined by the fact that the plastic is compatible with polymethyl methacrylate and the UV transmittance is higher than 120°C. It has been found that when containing aliphatic plasticizers with a boiling point of , it increases even more in the case of long-lasting UV irradiation and does not decrease again even with irradiation times of up to 4000 hours. Advantageous properties are evident from the following table:

【表】 ト

７ −〃− 10
85 4000 78 85 78 85
[Table]

7 −〃− 10
85 4000 78 85 78 85

Claims (1)

【特許請求の範囲】 １ 少なくとも90重量％がメチルメタクリレート
および多くとも10重量％がこれと共重合可能なコ
モノマーから構成され、式： ［式中Ｒは同じかまたは異なるアルキル基を表わ
し、R′は水素原子または脂肪族基を表わし、Ａ
は場合により置換された２−または３員のアルキ
レン鎖を表わす］の立体障害アミン0.01〜１重量
％の含量を有する重合体を含有し、該アミンは重
合体組成物中に均一に分配されているかまたはＡ
を介して重合体と結合されている重合体組成物に
おいて、該組成物が、ポリメチルメタクリレート
と相溶性で、120℃より上の沸点を有する脂肪族
可塑剤を含有することを特徴とする、高い紫外線
透過性を有する重合体組成物。 ２ メチルメタクリレート重合体の分子量が
500000より高い、特許請求の範囲第１項記載の重
合体組成物。 ３ 脂肪族可塑剤が１つ以上のエステル−、エー
テル−またはヒドロキシ官能基を有する化合物で
ある、特許請求の範囲第１項または第２項記載の
重合体組成物。 ４ 脂肪族可塑剤が２〜４のエステル−、エーテ
ル−またはヒドロキシ官能基を有する化合物であ
る、特許請求の範囲第３項記載の重合体組成物。 ５ 残存モノマー含量が0.5重量％より下である、
特許請求の範囲第１項から第４項までのいずれか
１項記載の重合体組成物。 ６ ビカー軟化温度が75〜115℃である、特許請
求の範囲第１項から第５項までのいずれか１項記
載の重合体組成物。 ７ 厚さ２〜18mmの板の形である、特許請求の範
囲第１項から第６項までのいずれか１項記載の重
合体組成物。 ８ 少なくとも90重量％がメチルメタクリレート
および多くとも10重量％がこれと共重合可能なコ
モノマーから構成され、式： ［式中Ｒは同じかまたは異なるアルキル基を表わ
し、R′は水素原子または脂肪族基を表わし、Ａ
は場合により置換された２−または３員のアルキ
レン鎖を表わす］の立体障害アミン0.01〜１重量
％の含量を有する重合体を含有し、該アミンは重
合体組成物中に均一に分配されているかまたはＡ
を介して重合体と結合されている重合体組成物
を、 (A) メチルメタクリレート少なくとも90重量％
（ＡおよびＢの重量総計に対して） (B) これと共重合可能なコモノマー０〜10重量％
（混合物の総重量に対して） (C) 上記式の立体障害アミン0.01〜１重量％（混
合物の総重量に対して） (D) 常用のラジカル開始剤または開始剤系から成
る混合物の重合によつて製造する方法におい
て、混合物に、ポリメチルメタクリレートと相
溶性で、120℃より上の沸点を有する脂肪族可
塑剤１〜10重量％（総重量に対して）を添加す
ることを特徴とする、高い紫外線透過性を有す
る重合体組成物の製法。 ９ 重合を、２〜20mmの間隔で平行に配置された
２つのガラス円板および縁に沿つて延びているひ
も状パツキンから形成された扁平な室中で実施す
る、特許請求の範囲第８項記載の方法。Claims: 1 Consisting of at least 90% by weight of methyl methacrylate and at most 10% by weight of a comonomer copolymerizable therewith, of the formula: [In the formula, R represents the same or different alkyl group, R' represents a hydrogen atom or an aliphatic group, and A
represents an optionally substituted 2- or 3-membered alkylene chain], wherein the amine is homogeneously distributed in the polymer composition. Iruka or A
a polymeric composition, characterized in that the composition contains an aliphatic plasticizer which is compatible with polymethyl methacrylate and has a boiling point above 120°C. Polymer composition with high UV transparency. 2 The molecular weight of the methyl methacrylate polymer is
500,000. Polymer composition according to claim 1. 3. Polymer composition according to claim 1 or 2, wherein the aliphatic plasticizer is a compound having one or more ester-, ether- or hydroxy functional groups. 4. Polymer composition according to claim 3, wherein the aliphatic plasticizer is a compound having 2 to 4 ester-, ether- or hydroxy functional groups. 5. The residual monomer content is below 0.5% by weight,
A polymer composition according to any one of claims 1 to 4. 6. The polymer composition according to any one of claims 1 to 5, having a Vicat softening temperature of 75 to 115°C. 7. Polymer composition according to any one of claims 1 to 6, in the form of a plate with a thickness of 2 to 18 mm. 8 consisting of at least 90% by weight of methyl methacrylate and at most 10% by weight of a comonomer copolymerizable therewith, of the formula: [In the formula, R represents the same or different alkyl group, R' represents a hydrogen atom or an aliphatic group, and A
represents an optionally substituted 2- or 3-membered alkylene chain], wherein the amine is homogeneously distributed in the polymer composition. Iruka or A
(A) at least 90% by weight of methyl methacrylate;
(based on the total weight of A and B) (B) 0 to 10% by weight of comonomer copolymerizable with this
(based on the total weight of the mixture) (C) 0.01 to 1% by weight of sterically hindered amines of the above formula (based on the total weight of the mixture) (D) For the polymerization of mixtures consisting of customary radical initiators or initiator systems. A process for the production thereof, characterized in that from 1 to 10% by weight (relative to the total weight) of an aliphatic plasticizer which is compatible with polymethyl methacrylate and has a boiling point above 120° C. is added to the mixture. , a method for producing a polymer composition with high ultraviolet transmittance. 9. The polymerization is carried out in a flat chamber formed by two glass disks arranged in parallel at a distance of 2 to 20 mm and a string-like packing extending along the edges. Method described.
JP60126405A 1984-06-13 1985-06-12 Plastic with high ultraviolet permeability and manufacture Granted JPS614753A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE3421859A DE3421859A1 (en) 1984-06-13 1984-06-13 PLASTIC WITH HIGH UV TRANSPARENCY AND METHOD FOR THE PRODUCTION THEREOF
DE3421859.9 1984-06-13

Publications (2)

Publication Number Publication Date
JPS614753A JPS614753A (en) 1986-01-10
JPH0560499B2 true JPH0560499B2 (en) 1993-09-02

Family

ID=6238216

Family Applications (1)

Application Number Title Priority Date Filing Date
JP60126405A Granted JPS614753A (en) 1984-06-13 1985-06-12 Plastic with high ultraviolet permeability and manufacture

Country Status (4)

Country Link
EP (1) EP0164663B1 (en)
JP (1) JPS614753A (en)
DE (2) DE3421859A1 (en)
FI (1) FI81369C (en)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR890014686A (en) * 1988-03-08 1989-10-25 나가이 야다로 Thermoplastic methacrylimide group-containing resin composition
CA2015331A1 (en) * 1989-05-02 1990-11-02 Leslie A. Cohen Ultraviolet resistant glutarimide
ATE180283T1 (en) * 1994-01-19 1999-06-15 Ciba Geigy Ag STABILIZING LEATHER AGAINST THERMAL AND PHOTOCHEMICAL DECOMPOSITION
DE10040060A1 (en) * 2000-08-11 2002-02-28 Roehm Gmbh Improved tanning bed material
US7088277B2 (en) * 2003-09-25 2006-08-08 Sanyo Electric Co., Ltd. Analog-to-digital converter having cyclic configuration
DE10351706A1 (en) 2003-11-03 2005-06-16 Plasma Photonics Gmbh Radiation converter and the converter containing irradiation arrangement
US7407998B2 (en) * 2004-09-28 2008-08-05 Arkema France Stabilized UV transparent acrylic composition
DE102008002423A1 (en) 2008-06-13 2009-12-17 Evonik Röhm Gmbh Use of polymethylmethacrylate-body (obtained by radical polymerization of composition comprising e.g. methylmethacrylate, plasticizers and active components e.g. methanol) as glazing materials for greenhouses for promoting plant growth

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5536482A (en) * 1978-07-21 1980-03-14 Ciba Geigy Ag 2*2*6*66tetramethyllpiperidine derivative* its manufacture and stabilized polymer containing it
JPS5949214A (en) * 1982-08-11 1984-03-21 チバ−ガイギ−・アクチエンゲゼルシヤフト Stabilizer chemical bondage to polymer

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2913853A1 (en) * 1979-04-06 1980-10-23 Roehm Gmbh METHOD FOR POLYMERIZING METHYL METHACRYLATE

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5536482A (en) * 1978-07-21 1980-03-14 Ciba Geigy Ag 2*2*6*66tetramethyllpiperidine derivative* its manufacture and stabilized polymer containing it
JPS5949214A (en) * 1982-08-11 1984-03-21 チバ−ガイギ−・アクチエンゲゼルシヤフト Stabilizer chemical bondage to polymer

Also Published As

Publication number Publication date
DE3421859A1 (en) 1985-12-19
FI852061L (en) 1985-12-14
FI81369B (en) 1990-06-29
DE3575308D1 (en) 1990-02-15
EP0164663A2 (en) 1985-12-18
JPS614753A (en) 1986-01-10
EP0164663A3 (en) 1988-07-27
EP0164663B1 (en) 1990-01-10
FI852061A0 (en) 1985-05-23
FI81369C (en) 1990-10-10

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